Southwest® flights from Chicago-Midway to Greenville-Spartanburg from $185

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Low fares from Chicago-Midway to Greenville-Spartanburg

$

Chicago-Midway (MDW)to

Greenville-Spartanburg (GSP)
Depart: 01/11/2027

One-way

Basic

From
$185
Seen: 12 hrs ago

Chicago-Midway (MDW)to

Greenville-Spartanburg (GSP)
Depart: 02/19/2027

One-way

Basic

From
$185
Seen: 9 hrs ago

Chicago-Midway (MDW)to

Greenville-Spartanburg (GSP)
Depart: 01/05/2027

One-way

Basic

From
$185
Seen: 3 hrs ago

Chicago-Midway (MDW)to

Greenville-Spartanburg (GSP)
Depart: 12/12/2026

One-way

Basic

From
$185
Seen: 17 hrs ago

Chicago-Midway (MDW)to

Greenville-Spartanburg (GSP)
Depart: 01/13/2027

One-way

Basic

From
$185
Seen: 6 hrs ago

Chicago-Midway (MDW)to

Greenville-Spartanburg (GSP)
Depart: 01/10/2027

One-way

Basic

From
$190
Seen: 12 hrs ago

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Explore flights from Chicago-Midway to Greenville-Spartanburg

Nov 2026
From$205*
Seen: 21 hrs ago
One Way/Basic
Dec 2026
From$185*
Seen: 17 hrs ago
One Way/Basic
Jan 2027
From$185*
Seen: 6 hrs ago
One Way/Basic
cmp-daily-histogram-bars-legend-min-price-aria-label $205
cmp-daily-histogram-bars-legend-max-price-aria-label $319
Displaying fares for November-2026
  • MDW–GSP, 11/12/2026: From $306
    12

    Thu

    NOV

  • MDW–GSP: cmp-view-offers-disclaimer. Find Offers
    13

    Fri

  • MDW–GSP, 11/14/2026: From $227
    14

    Sat

  • MDW–GSP, 11/15/2026: From $282
    15

    Sun

  • MDW–GSP, 11/16/2026: From $282
    16

    Mon

  • MDW–GSP: cmp-view-offers-disclaimer. Find Offers
    17

    Tue

  • MDW–GSP: cmp-view-offers-disclaimer. Find Offers
    18

    Wed

  • MDW–GSP: cmp-view-offers-disclaimer. Find Offers
    19

    Thu

  • MDW–GSP, 11/20/2026: From $240
    20

    Fri

  • MDW–GSP, 11/21/2026: From $227
    21

    Sat

  • MDW–GSP: cmp-view-offers-disclaimer. Find Offers
    22

    Sun

  • MDW–GSP, 11/23/2026: From $240
    23

    Mon

  • MDW–GSP: cmp-view-offers-disclaimer. Find Offers
    24

    Tue

  • MDW–GSP, 11/25/2026: From $232
    25

    Wed

  • MDW–GSP, 11/26/2026: From $205
    26

    Thu

  • MDW–GSP, 11/27/2026: From $309
    27

    Fri

  • MDW–GSP, 11/28/2026: From $319
    28

    Sat

  • MDW–GSP, 11/29/2026: From $264
    29

    Sun

  • MDW–GSP: cmp-view-offers-disclaimer. Find Offers
    30

    Mon

  • MDW–GSP: cmp-view-offers-disclaimer. Find Offers
    01

    Tue

    DEC

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    02

    Wed

  • MDW–GSP, 12/03/2026: From $303
    03

    Thu

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    04

    Fri

  • MDW–GSP: cmp-view-offers-disclaimer. Find Offers
    05

    Sat

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    06

    Sun

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    07

    Mon

  • MDW–GSP: cmp-view-offers-disclaimer. Find Offers
    08

    Tue

  • MDW–GSP: cmp-view-offers-disclaimer. Find Offers
    09

    Wed

  • MDW–GSP: cmp-view-offers-disclaimer. Find Offers
    10

    Thu

  • MDW–GSP: cmp-view-offers-disclaimer. Find Offers
    11

    Fri

    • Range$205-$319

    *Fares displayed have been collected within the last 24 hours and may no longer be available at time of booking. Additional fees and charges for optional products and services may apply. Modifying this information may result in a different fare. To find the most updated fare, please visit Southwest.com. Fares listed are Basic, which are subject to additional terms and conditions.

    Flight Details

    Departing from:
    Chicago Midway International Airport
    Arriving at:
    Greenville-Spartanburg International Airport
    Distance:
    562 miles

    Questions we hear the most

    There are 61 weekly flights from Chicago (Midway) to Greenville-Spartanburg on Southwest Airlines.
    To find the lowest fares by day and time to fly Chicago (Midway) to Greenville-Spartanburg with Southwest, check out our Low Fare Calendar.
    You can rent a car at Greenville-Spartanburg International Airport book yours with your flight.
    Yes! Flights from Chicago (Midway) to Greenville-Spartanburg—or from here or there to anywhere—can be changed with no change fees. Fare difference may apply.
    Check the status of your upcoming Southwest flight.
    Check out the Southwest Airlines® Help Center for answers about everything Southwest.

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